56846-39-0

Basic information

• Product Name: P-NITROPHENYL BETA-D-MALTOSIDE
• Synonyms: 4-Nitrophenyl 4-O-alpha-D-glucopyranosyl-beta-D-glucopyranoside;P-NITROPHENYL BETA-D-MALTOSIDE;PNP-BETA-D-MALTOSIDE;4-NITROPHENYL-BETA-D-MALTOPYRANOSIDE;P-nitrophenyl-B-D-maltoside;4-Nitrophenylb-D-maltopyranoside;p-Nitrophenyl 4-O-α-D-glucopyranosyl-β-D-glucopyranoside;p-Nitrophenyl β-D-maltopyranoside
• CAS NO: 56846-39-0
• Molecular Formula: C₁₈H₂₅NO₁₃
• Molecular Weight: 463.39
• EINECS: 1592732-453-0
• Product Categories: ChromogenicInhibitors and Substrates;Activity;Enzyme Substrates;Maltoside;Substrates;substrate
• Mol File: 56846-39-0.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 795.6oC at 760 mmHg
• Flash Point: 435oC
• Appearance: /
• Density: 1.7g/cm3
• Vapor Pressure: 1.07E-26mmHg at 25°C
• Refractive Index: 1.67
• Storage Temp.: −20°C
• PKA: 12.43±0.70(Predicted)
• CAS DataBase Reference: P-NITROPHENYL BETA-D-MALTOSIDE(CAS DataBase Reference)
• NIST Chemistry Reference: P-NITROPHENYL BETA-D-MALTOSIDE(56846-39-0)
• EPA Substance Registry System: P-NITROPHENYL BETA-D-MALTOSIDE(56846-39-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 56846-39-0(Hazardous Substances Data)

Usage

Description

P-NITROPHENYL BETA-D-MALTOSIDE is a chemical compound that serves as a substrate for the amyloglucosidase enzyme. It is a solid substance that, upon enzymatic action, releases a chromogenic end product called p-nitrophenol, which can be measured colorimetrically at 410 nm. This property makes it a useful tool in the study and analysis of enzyme activity.

Uses

1. Used in Enzyme Activity Assays:
P-NITROPHENYL BETA-D-MALTOSIDE is used as a substrate for the amyloglucosidase enzyme activity assay. The reason for its use is that it allows for the colorimetric measurement of enzyme activity through the release of p-nitrophenol, which can be easily quantified at 410 nm.
2. Used in Research and Development:
In the field of biotechnology and pharmaceutical research, P-NITROPHENYL BETA-D-MALTOSIDE is used as a research tool for studying the function and properties of amyloglucosidase and other related enzymes. This helps in understanding the enzyme's role in various biological processes and potential applications in drug development.
3. Used in Quality Control and Diagnostics:
P-NITROPHENYL BETA-D-MALTOSIDE can be employed in the quality control of amyloglucosidase enzyme preparations and diagnostic tests. By measuring the amount of p-nitrophenol released, it is possible to assess the enzyme's activity and ensure that it meets the required standards for use in various applications.
4. Used in Education and Training:
In academic settings, P-NITROPHENYL BETA-D-MALTOSIDE can be utilized as a teaching aid to demonstrate enzyme kinetics and the principles of colorimetric analysis. This helps students understand the fundamental concepts of enzyme activity and its measurement in a practical and hands-on manner.

InChI:InChI=1/C18H25NO13/c20-5-9-11(22)12(23)14(25)18(30-9)32-16-10(6-21)31-17(15(26)13(16)24)29-8-3-1-7(2-4-8)19(27)28/h1-4,9-18,20-26H,5-6H2

Upstream product

• 7585-39-9 β‐cyclodextrin 
• 2492-87-7 4-nitrophenyl-β-D-glucoside 
• 74173-31-2 p-nitrophenyl α-maltoheptaoside 
• 133978-86-6 C₆₀H₉₂N₄O₄₀S 
• 31363-98-1 (4-nitro-phenyl)-[O²,O³,O⁶-triacetyl-O⁴-(tetra-O-acetyl-α-D-glucopyranosyl)-α-D-glucopyranoside] 
• 3767-28-0 4-nitrophenyl-α-D-glucopyranoside 
• 439-03-2 2-(acetoxymethyl)-6-fluorotetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 447-27-8 β-D-glucopyranosyl fluoride 
• 69-79-4 D-maltose 
• 7166-81-6 2,3,6-tri-O-acetyl-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranosyl chloride 
• 3616-19-1 1,2,3,6,2',3',4',6'-octa-O-acetylmaltose 
• 115850-12-9 p-nitrophenyl 6⁵-O-benzyl-α-maltopentaoside 
• 109055-07-4 blocked p-nitrophenyl maltoheptaoside 
• 66068-38-0 p‐nitrophenyl‐α‐D-maltopentoglycoside 

Downstream Products

• 100-02-7 4-nitro-phenol 
• 1402245-83-3 C₂₄H₃₅NO₁₈ 
• 1402245-94-6 C₄₄H₅₅NO₂₈ 
• 492-62-6 alpha-D-glucopyranose 
• 3767-28-0 4-nitrophenyl-α-D-glucopyranoside 
• 42935-29-5 (4-amino-phenyl)-(O⁴-α-D-glucopyranosyl-β-D-glucopyranoside) 

Relevant articles and documents

SYNTHETIC CATALYSTS FOR CARBOHYDRATE PROCESSING

The disclosure relates to molecularly-imprinted cross-linked micelles that can selectively hydrolyze carbohydrates.

Environmentally benign glycosylation of aryl pyranosides and aryl/alkyl furanosides demonstrating the versatility of thermostable CGTase from Thermoanaerobacterium sp.

An extensive study on the specificity of transglycosylation and disproportionation of Thermoanaerobacterium sp. cyclodextrin glucosyltransferases against aryl glucopyranosides or furanosides is reported. While a mixture of maltoside and isomaltoside was obtained respectively using p-nitrophenyl glucopyranoside as an acceptor, only one regioisomer, namely p-nitrophenyl α-d-Glcp-(1,3)-α-l-Araf, was isolated using p-nitrophenyl arabinofuranoside as an acceptor. Interestingly, similar outcomes were found when using p-nitrophenyl galactofuranoside. Furthermore, activation by microwave irradiation resulted in faster reaction times and higher yields and led to glucosidic oligosaccharides with up to 70% conversion. The influence of the anomeric and C-4 configurations of the glycosidic acceptors on the transglycosylation, previously stated for the CGTase family, was not observed and unconventional substrate specificity towards alkyl furanosides was highlighted. This journal is the Partner Organisations 2014.

Creation of an α-mannosynthase from a broad glycosidase scaffold

α-Mannosides made easy: Mutation of a family-GH31 α-glucosidase that displays plasticity to alterations at the 2-OH position of donor substrates created an efficient α-mannoside-synthesizing biocatalyst. A simple fluoride donor reagent was used for the synthesis of a range of mono-α-mannosylated conjugates using the α-mannosynthase displaying low (unwanted) oligomerization activity. Copyright